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A kind of compound 2-amino-3-(pyrene-1-methyleneamino)maleonitrile and its preparation method and application

A technology of methyleneamino and maleonitrile, which is applied to the compound 2-amino-3-(pyrene-1-methyleneamino)maleonitrile and its preparation and application fields, can solve equipment or sample preparation troubles, unsuitable S real-time detection, affecting sulfur ion detection and other issues, to achieve stable fluorescence, good accuracy, and high sensitivity

Active Publication Date: 2021-11-16
SOUTH CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, similar detection methods usually require complex equipment or sample preparation is troublesome, which is not suitable for S 2- Real-time detection of sulfide ions, and because sulfide ions exist in cells, the above methods may also damage the cell structure and affect the detection of sulfide ions

Method used

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  • A kind of compound 2-amino-3-(pyrene-1-methyleneamino)maleonitrile and its preparation method and application
  • A kind of compound 2-amino-3-(pyrene-1-methyleneamino)maleonitrile and its preparation method and application
  • A kind of compound 2-amino-3-(pyrene-1-methyleneamino)maleonitrile and its preparation method and application

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Effect test

Embodiment 1

[0032] Preparation of 2-amino-3-(pyrene-1-methyleneamino)maleonitrile:

[0033] 1) Add 1mmol pyrene formaldehyde to the round bottom flask, then add the same amount of diaminomaleonitrile, then add enough methanol to the flask to dissolve the reactants, and heat at 60°C for 6h, confirm the progress of the reaction by spotting the plate completely;

[0034] 2) After the reaction, the solution was slowly poured into ice water, then filtered, washed 3 times with ice ethanol, dried, and the obtained crude product was separated and purified by column chromatography with 1:1 petroleum ether and dichloromethane, 2-amino-3-(pyrene-1-methyleneamino)maleonitrile can be obtained.

Embodiment 2

[0036] Preparation of 2-amino-3-(pyrene-1-methyleneamino)maleonitrile:

[0037] 1) Add 1mmol pyrene formaldehyde to the round bottom flask, then add the same amount of diaminomaleonitrile, then add enough methanol to the flask to dissolve the reactants, and heat at 60°C for 4h, confirm the progress of the reaction by spotting the plate completely;

[0038] 2) After the reaction, the solution was slowly poured into ice water, then filtered, washed 3 times with ice ethanol, dried, and the obtained crude product was separated and purified by column chromatography with 1:1.8 petroleum ether and dichloromethane, 2-amino-3-(pyrene-1-methyleneamino)maleonitrile can be obtained.

Embodiment 3

[0040] Preparation of 2-amino-3-(pyrene-1-methyleneamino)maleonitrile:

[0041] 1) Add 1mmol pyrene formaldehyde to the round bottom flask, then add the same amount of diaminomaleonitrile, then add enough methanol to the flask to dissolve the reactant, and heat at 60°C for 5h, confirm the progress of the reaction by spotting the plate completely;

[0042] 2) After the reaction, the solution was slowly poured into ice water, then filtered, washed 3 times with ice ethanol, dried, and the obtained crude product was separated and purified by column chromatography with 1:0.5 petroleum ether and dichloromethane, 2-amino-3-(pyrene-1-methyleneamino)maleonitrile can be obtained.

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Abstract

The present invention relates to a compound 2-amino-3-(pyrene-1-methyleneamino) and its preparation method and application, using pyrene formaldehyde and diaminomaleonitrile as raw materials and methanol as a solvent to react to obtain 2-amino- 3‑(pyrene‑1‑methyleneamino)maleonitrile product. The water solubility of 2-amino-3-(pyrene-1-methyleneamino) maleonitrile of the present invention is good, can detect sulfur ion concentration easily in aqueous solution, to S 2‑ It shows a fluorescent corresponding signal and is a highly sensitive sulfide ion fluorescent probe, and common anions will not affect the specificity of 2‑amino‑3‑(pyrene‑1‑methyleneamino)maleonitrile to sulfide ions sex recognition, and 2‑amino‑3‑(pyrene‑1‑methyleneamino)maleonitrile is used for the sulfide ion S 2‑ The fluorescence detection method has strong operability, high sensitivity, good selectivity and wide application range.

Description

technical field [0001] The invention relates to a compound 2-amino-3-(pyrene-1-methyleneamino)maleonitrile and its preparation method and application. Background technique [0002] Sulfur is of great significance to human life activities. Sulfur exists in every cell. It is not only a relatively large element required by the human body, but also an important component of protein in the human body, which helps to maintain the health and luster of the skin, hair and nails , maintain the oxygen balance in the body, contribute to the normal operation of the brain function, sulfur also helps the basic metabolic function of the human body together with B vitamins, and plays an important role in the basic metabolism of the human body. [0003] On the other hand, hydrogen sulfide (H 2 S) is ubiquitous in the earth's environment and in living organisms, generally referred to as S 2- and HS - form exists. Moreover, high concentrations of HS - It is a class of substances that are t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C255/61C07C253/30C09K11/06G01N21/64
Inventor 马立军冯锐鸿刘甜王莎谢政
Owner SOUTH CHINA NORMAL UNIVERSITY
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